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By (user no longer on site) OP
over a year ago
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This is the true story of how Candy was born
When i was 17 i had a job at a garage delivering cars after repairs, i took a car back to a lady called Greta one evening. She was mid forties,long brunette hair, lovely cuddly figure and tits to die for
I handed over the keys and left, only thinking dirty thoughts about what we could get up to!
Anyway about a week later i was asked to pick her car up one morning and got to deliver it that evening.
It was around 5 pm when i knocked on the door and she opened it, totally naked apart from black knee high stiletto boots. She looked at me with and said you had better come in.
She took me into the living room , pushed me back onto the sofa and started to undress me, i thought i was dreaming and trying my best not to cum in my pants !
i couldnt keep my hands off her sexy body but my eyes were drawn to her boots, she asked me did i like her boots which i replied they are gorgeous.. she stopped caressing me, got up and left the room. What had i said wrong?
2 minutes later shes back with a red pair in her hand, identical to the black ones she was wearing. Try these one, they might fit you.
I protested saying they were girls boots ! ( silly me)
She slid one on me, my hard cock getting harder by the second, it fitted ! then on with the second one, zipping it up slowly while looking into my eyes.
They felt amazing, i had never been so turned on, i thought my cock was going to explode and fall off .
Greta got on her knees in front of me and took me in her mouth i had never had a blow job before that day.. i exploded in about 2 seconds flat
she looked into my eyes again ( she loved eye contact) and came up to kiss me, i had no idea her mouth was full of my hot cum.
She kissed me and i loved it, the hot liquid tasted so good. we kissed for ages until it had all gone with not a drop wasted.
Did you like that ?
i replied yes i think so, unsure as i thought eating cum was a gay thing to do, she called me a dirty little slut and led me to the bedroom.
We fucked ourselves silly until late that night and i had to go.
As i left, she slapped me on my ass and said see you on Friday ?
Well after that all i could think of was her, her boots and the things we had done... i didnt know it was possible to have sex in so many positions !!
Friday came and i arrived at Greta`s place as instructed. The door was unlocked and i was told to knock twice then come in.
In the hall way were the red boots and a note saying put them on and come to the bedroom. I stripped off and put the boots on, it felt so sexy and i was hard in seconds.
I took a few steps and nearly fell over !i eventually worked out how to walk in heels and set off to the bedroom,opening the door i was greeted by Greta lying on the bed with her knees raised giving herself a good seeing to with a dildo, i had never watched anyone playing like that .
I hadnt noticed that she was wearing a black basque and stockings , but i had seen the boots... oh the boots !
She looked over to me and said dont just stand there, come and help me, i jumped on the bed and started to use the dildo on her, she loved it. Then she said lick me which i did eargerly as it was my first time ( i had a sheltered life til then ) she was so sweet and i licked her for ages as i slid the didlo in and out then i had to come up for air !
She used her fingers on her pussy, taking some of her juices and rubbing it around her bum hole, then she rolled onto her front and spread her legs, all the time gripping the big rubber cock in her lovely wet pussy.
Fuck my ass..
Pardon? you heard me, fuck me in my ass.
i got between her stocking clad legs and she gripped my cock saying slowly baby as she guided me in. It took a few attempts for me to find her hole but when i did the feeling was out of this world, so tight and hot.
I fucked her ass for what seemed like ages but was only about a minute before i came deep inside her. she held me there then said clean me up bitch..
I went down and pulled the dildo out, lick it she said, i did as i was told and licked it clean, then started on her pussy.
Greta was still face down as i licked her clean, then my cum started to drip from her ass onto my face.
You best clean that too she said.. i wasnt keen on licking her bum hole but she clamped her thighs around my head and forced me down there. It tasted weird but i had to clean up my mess.
After an eternity licking her clean we lay together on the bed, me admiring her sexy lingerie and those boots... oh the boots !
She asked if i liked her stockings, i nodded that i did.
Then she asked if i had ever tried some on, i said i hadnt even seen any close up until today.
Would you like to try them on ? she asked
No !! i protested, she said why not?
Well its a bit... gay i suppose
Oh so wearing high heeled boots isnt at all gay then?? mmm i guess it is a little bit i said.
She jumped off the bed and walked over to a chest of drawers, god she looked good in lingerie. She bent over to open a drawer, keeping her legs dead straight... i was hard again just looking at her legs.
She pulled out a red basque, a g string and a pair of red stockings.. These should fit you she said as she tossed them over to me.
(handy us both being similar build)
You put those on and il go put the kettle on, she left me alone to battle with suspender clips and stockings for my first time!!
I took my boots off, then worked out how the basque went !
i put the basque on first, stepping into it and pulling it up my body, oh it felt so good and soo tight. then came the stockings, i rolled one on just like i had seen in a film then spent ages trying to clip it on. I got it eventually then did the second clip and started on the second stocking, that was easy.
Then i put the gstring on, it didnt hide much as i was so hard but it felt amazing.
I put my boots back on, much easier now i knew what to do, stood up and looked at myself in the full length mirror.... WOW... i looked and felt amazing.
Two seconds later, Greta came back in the room wearing a long black silk robe carrying two mugs of coffee.
We sat for a little while making small talk, her touching my cock evry so often and asking how it felt being a girl? without thinking, i replied i love it, i feel so turned on.
She asked if i liked fucking her ass earlier or did i prefer her pussy from the other night?
Ass i replied, she stood up and said im glad you said that, opened her robe letting it fall to the floor to reveal her sexy lingerie....
Now it your turn to be the girl.. i didnt understand until i saw a huge black strap on cock dangling between her legs........
Did I just hear what I thought I heard?
Lick it baby, suck my cock. I got off the bed and onto my knees in front of Greta and her big black strap on, looked up into her eyes.
`Go on, do it just like I do to you. I nervously took it in my mouth and began to bob up and down on it, then stopping and licking it, kissing it and trying to wank it.
I could feel her getting wet again so I slid my fingers towards her pussy to collect some of her juices. I smeared them over the shaft and went back to sucking it, it tasted so much better and I was starting to enjoy myself.
You are going to make a good little slut, now get on the bed.
I stood up to get in position, Greta pulled my g string down my thighs, exposing my rock hard cock which was dripping with precum. She took it further down my legs and instructed me to lift my feet so she could get it off completely, then brought it up to my cock and wiped me clean, tossing the cum soaked panties onto the bed.
No, not on the bed, get on your knees by the side and bend over… I did as I was told, nervously awaiting my fate.
I felt her stiletto boot between my thighs, gently sliding up and down rubbing my stocking tops and pushing my knees apart until she could see my virgin bumhole.
Give me your hands, put them behind your back slut.. I felt something cold around my wrists then a clicking sound and I was stuck there… Handcuffs!! I protested and was told to shut uplike a good slut and take my fucking.
I lay there face down wearing lingerie and stiletto boots wondering what I had got myself into and if I would even get out alive!
I felt a cold squirt on my bumhole which made me jump a little, closely followed by a finger pressing at my hole. The pressure got greater and my tight little hole gave in and her finger went inside my ass, I screamed , not sure if it was pain or pleasure.
Oh shut up bitch, that couldn’t have hurt as she continued to probe me, pulling out every so often to apply more lube.
I was rock hard and could feel myself getting close to cumming, desperately trying not to as I didn’t want it to end.
Do you think you are ready for my cock? she asked as she knelt behind me and pushed my legs further apart… then I felt it… the huge black rubber cock tip pressing against me…I said no, I don’t want it.
Your getting it, like it or not.. she leaned forward and picked up the cum soaked g string that was on the bed and forced it into my mouth… MMM that’s better.. sluts should be seen and not heard … then she put the cock back in place and gave a little thrust.
My ass gave way and the monster cock was inside me, it hurt like hell but I couldn’t scream.. then she began to gently push in and out and the pain turned to pure pleasure… I pushed my ass towards her and in a few minutes she was all the way in with the harness touching my bum cheeks.
I was in heaven, I was having the time of my life getting fucked like a girl and absolutely loving it, I couldn’t hold it any more and came all over the end of the bed.
Greta pulled out of me and scooped up all my cum with her fingers and dripped it into my ass, it felt much warmer than the lube she had used…. The she got back in position and slid the huge cock back inside me and carried on fucking me until I came again.
That’s enough for now, as she got up and walked towards a chest of drawers and opened one.
She pulled out what I now know to be a butt plug, walked back towards me and pushed it into my very slack well used ass.
You will make a very good slut my girl but I need a name for you…
I already have a name I thought to my self, what is she on about??
I will call you Candy, it suits you dear!
And so the slut was born.
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